Hotels in Windham

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    Sep 27 - Sep 28
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Top Rated Windham Hotels

Cave Mountain Motel

Cave Mountain Motel

2.5 out of 5
10978 STATE RTE 23, Windham, NY
Free Cancellation
Reserve now, pay when you stay
1.73 mi from city center
The price is $99 per night
Cave Mountain Motel features free WiFi in public areas and barbecue grills. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

TOWNHOUSE-LOFT-30 ft balcony Mt View/6 BEDS/ Sleeps 6

Windham, NY
1.75 mi from city center
The price is $150 per night
This vacation home is a smoke-free vacation home.
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5
43 State Route 296, Windham, NY
2.62 mi from city center
The price is $129 per night
Guests of Albergo Allegria Hotel & Breakfast Restaurant enjoy access to free WiFi in public areas, a meeting room, and a business center. There's free parking if you drive. Front-desk staff can assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this golf bed & breakfast include a microwave in a common area, a refrigerator in a common area, and a library.
Antique Rose Inn Windham

Antique Rose Inn Windham

3 out of 5
326 State Route 296, Windham, NY
3.56 mi from city center
The price is $110 per night
Guests staying at Antique Rose Inn Windham enjoy free WiFi in public areas, a terrace, and a garden. There's free parking and a ski shuttle for a fee. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this ski bed & breakfast include a picnic area and a banquet hall.
Winwood Inn & Condominiums

Winwood Inn & Condominiums

3 out of 5
5220 NY-23, Windham, NY
2.01 mi from city center
Renovated in 2015, Winwood Inn & Condominiums offers free WiFi in public areas, a seasonal outdoor pool, and express check-out. There's free parking and a free ski shuttle. The 24-hour front desk has staff standing by to help with luggage storage and tours/tickets. Other amenities at this ski resort include laundry facilities, a fireplace in the lobby, and a reception hall.
Cutest Cabin Summer Vacation w/ Hiking Trails close by

Cutest Cabin Summer Vacation w/ Hiking Trails close by

Windham, NY
1.44 mi from city center
Guests staying at this cabin enjoy a water park, barbecue grills, and a garden.
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street, Windham, NY
1.8 mi from city center
The price is $129 per night
Guests staying at Beds on Clouds enjoy free WiFi in public areas, a terrace, and a garden. You can take advantage of free parking, along with an area shuttle for a fee. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include barbecue grills and a picnic area.
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
2.88 mi from city center
Hotel Vienna features an indoor pool, free WiFi in public areas, and a business center. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this golf hotel include a computer station, express check-out, and a terrace.
Hammo’s Lodge

Hammo’s Lodge

3 out of 5
39 Co Rd 65, Windham, NY
3.79 mi from city center
Hammo’s Lodge features free WiFi in public areas, coffee in a common area, and a terrace. A stay here includes free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a fireplace in the lobby and wedding services.
Windham Condominium! Strong Private WiFi! Scroll far bottom for Rates ⬇️

Windham Condominium! Strong Private WiFi! Scroll far bottom for Rates ⬇️

Windham, NY
3.54 mi from city center
Guests staying at this condo enjoy features like an outdoor pool.
NEW! Peaceful Family Condo w/Deck + Mountain View!

NEW! Peaceful Family Condo w/Deck + Mountain View!

Windham, NY
2.71 mi from city center
This condo is a smoke-free condo building.
Tentrr Signature Site - Pleasant Valley Maplecroft Camp

Tentrr Signature Site - Pleasant Valley Maplecroft Camp

Windham, NY
1.56 mi from city center
The price is $127 per night
At this campground, guests have access to barbecue grills.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Windham

    Antique Rose Inn Windham

    Antique Rose Inn Windham

    326 State Route 296, Windham, NY
    The price is $110 per night from Sep 29 to Sep 29
    4.8/5Exceptional! (4 reviews)
    Antique Rose Inn Windham

Pet Friendly Windham Hotels

What's the best place for a stay in Windham?

What are some of the best family-friendly hotels in Windham?

Book one of the 9 family-friendly hotels for your stay in Windham for a trip with your family. Winwood Inn & Condominiums is a 3-star resort with free parking, laundry facilities, and free WiFi. You and your family can also consider Antique Rose Inn Windham, a 3-star B&B with free parking, free breakfast, and free WiFi. Another option is Hotel Vienna, a hotel offering an indoor pool, free WiFi, and in-room refrigerators.

What are some favorite hotels in central Windham?

Here are some of our travelers' favorite hotels in central Windham:

After you've taken in a bit of nature such as the mountain views in relaxing Windham, grab something to eat or drink at the coffeehouses.

What are the best hotels near Windham Mountain Resort?

Enjoy a ski vacation at this popular ski area, located 2.6 mi from the heart of Windham. You can choose from 9 hotels within a mile of Windham Mountain Resort and here are some of the top choices nearby:

Recent Reviews

Antique Rose Inn Windham

Antique Rose Inn Windham

5/5 Excellent
"We are usually renting apartments with kitchenettes to avoid having to eat at restaurants. Thanks to the superb breakfast the owner served and her generosity to let us use her house to eat takeout food for dinner we enjoyed good food without having to cook and spending the money for an expensive apt. The owner made us feel very at home and we enjoyed our stay. "
A verified traveler stayed at Antique Rose Inn Windham
Posted 7 months ago
Antique Rose Inn Windham